368425-65-4Relevant academic research and scientific papers
Sequenced elimination-reduction and elimination-cyclopropanation reactions of 2,3-epoxyamides promoted by samarium diiodide. Synthesis of 2,3-dideuterioamides and cyclopropanamides
Concellón, José M.,Huerta, Mónica,Bardales, Eva
, p. 10059 - 10065 (2007/10/03)
An easy and general sequenced elimination/reduction or elimination/ cyclopropanation process promoted by samarium diiodide or/and CH 2I2/Sm provide an efficient method for synthesising 2,3-dideuterioamides 3 or cyclopropanamides 8, respectively. The transformations take place in high yields and with total or high selectivity from the easily available 2,3-epoxyamides. Graphical Abstract
Synthesis of Aromatic (E)- or (Z)-α,β-Unsaturated Amides with Total or Very High Selectivity from α,β-Epoxyamides and Samarium Diiodide
Concellon, Jose M.,Bardales, Eva
, p. 9492 - 9495 (2007/10/03)
Highly stereoselective synthesis of aromatic α,β-unsaturated amides was achieved by treatment of aromatic α,β-epoxyamides with samarium diiodide. The starting compounds 1 and 3 are easily prepared by the reaction of enolates derived from α-chloroamides wi
Synthesis of (E)-α,β-unsaturated amides with high selectivity by using samarium diiodide
Concellon, Jose M.,Perez-Andres, Juan A.,Rodriguez-Solla, Humberto
, p. 3062 - 3068 (2007/10/03)
Stereoselective β-elimination of 2-chloro-3-hydroxyamides 1 is achieved by using samarium diiodide to yield α,β-unsaturated amides 2, in which the C=C bond is di- tri-, or tetrasubstituted. The starting compounds 1 are easily prepared by reaction of the c
